Rise With Jen on YouTube

Stop second-guessing.
Start trusting yourself.

Videos about self-doubt, speaking up, and following through—from quick ideas to longer conversations.

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Preview of A Bigger Role, Louder Doubt: What Actually Needs Work?A Bigger Role, Louder Doubt: What Actually Needs Work?Latest deep dive
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Short1.2K views

You Don’t Have to Feel Ready to Begin | Bike Skills

Let this pass be practice. A ride through Shawnee Mission Park’s bike skills track offers a reminder that learning needs more than one attempt. When each try starts to feel like a test of your ability, it’s easy to overlook what you’re actually working on. Choose a focus, notice what happened and let that inform the next pass. You don’t have to master every part of a skill today for the…

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Deep Dives

A closer look at self-doubt, decisions, and following through.

Video7 views

A Bigger Role, Louder Doubt: What Actually Needs Work?

A bigger role can make imposter feelings louder. But what actually needs work when your team grows from three people to twelve and a report is waiting on your decision? In this hypothetical example, we look at three different…

Video0 views

BTS + Confidence Chat

Come Hang Out in the Studio! Behind the Scenes + Imposter Syndrome Chat Description: Come hang out while I set up the studio and film new Rise With Jen videos! We’ll chat between takes about self-doubt, feeling like you don’t…

Video0 views

Studio BTS + Confidence Chat

Come Hang Out in the Studio! Behind the Scenes + Imposter Syndrome Chat Description: Come hang out while I set up the studio and film new Rise With Jen videos! We’ll chat between takes about self-doubt, feeling like you don’t…

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Quick Coaching

Short videos for when you’re second-guessing yourself.

Short18 views

Ready for Which Part?

“I’m not ready” may hide a specific practical concern. Jen asks which part needs a skill, time, or more information. #ImposterSyndrome #SelfTrust

Short25 views

Give Yourself a Longer Look | Shawnee Mission Park

A pause beside the lake is part of this bike ride too. At Shawnee Mission Park, the path brings me to a view across the water and a moment to stop and look around. The message in this clip is that you can pursue a goal and enjoy…

Short89 views

They Asked for Help. You Heard “Expert.”

A request for help can sound much bigger by the time it reaches you. Compare the words in the message with the standard you heard. #ImposterSyndrome #SelfTrust

Short100 views

Confidence: Not the Absence of Doubt, but Knowing How to Handle It

Discover the true meaning of confidence and how it can transform your life. Confidence is often misunderstood as the absence of doubt, but it's actually about knowing how to handle and overcome self-doubt. In this video, we'll…

Short28 views

Make Room for the Life You Want | Park Ride

Your goals matter, and so do the moments you enjoy along the way. This stretch of my bike ride at Shawnee Mission Park follows the path through the trees and alongside the lake. It’s easy to put something you enjoy off until…

Short20 views

One Unfamiliar Requirement Took Over

One unfamiliar requirement is now taking up the whole screen. What did the description actually say about that line? #ImposterSyndrome #SelfTrust

Short1.2K views

You Don’t Have to Feel Ready to Begin | Bike Skills

Let this pass be practice. A ride through Shawnee Mission Park’s bike skills track offers a reminder that learning needs more than one attempt. When each try starts to feel like a test of your ability, it’s easy to overlook what…

Short26 views

You Wrote the No Before Reading the Ask

The decline is drafted before the invitation is even answered. What request did the message actually make? #ImposterSyndrome #SelfTrust

Short22 views

Stop Waiting for Confidence | Shawnee Mission Park

Waiting to feel confident before you begin? This moment from the bike skills track at Shawnee Mission Park is about choosing a first step you can safely practice. The track has more ahead than you need to tackle at once. Starting…

More Deep Dives

Video7 views

Start Before You Feel Ready | Shawnee Mission Park Bike Skills

Come along for a bike skills session at Shawnee Mission Park, with a view from the handlebars and a chance to think about beginning before you feel completely confident. Across the turns, rollers and different track sections, the…

Video9 views

When Imposter Syndrome Asks “Am I Qualified?”

“Am I qualified?” can contain a practical question and a painful verdict about yourself. Jen shows how she would listen for the task, the evidence, and the missing information without taking the decision away from you. This video…

Video3 views

Before You Rule Yourself Out

You have the invitation open, but the polite decline is already taking shape. Here is a way to read the actual request, check a real gap, and ask for the information you need before answering. This video looks at the invitation,…

Video7 views

Why You Feel Like a Fraud When You Get Help

Does getting help make an achievement feel less real? Jen shares their experience of leaving college at eighteen, later completing a life-coaching certification, starting a business administration degree, and reaching out to…

Video10 views

Why You Can't Accept Credit

Why can a compliment feel less believable than one mistake? Jen looks at how imposter feelings can turn praise into luck, help, or “easy” work while treating mistakes as verdicts. They offer a specific way to record what you…

Video11 views

The Truth About Quitting: Why It Doesn't Have to Be Your Story

One early attempt became proof about what I could finish. This video shows how I learned to judge the next decision with current evidence, current support, and current conditions. This video explores: • Why one past failure can…

Video19 views

Why you should start before being qualified

You keep researching whether you are qualified because starting before you feel certain seems risky. This video helps you separate real requirements from the evidence you can only collect by doing the work. This video explores: •…

Video6 views

The Career You're Leaving Wasn't Wasted

Leaving a career can make the title, the work, and everything you learned feel like one box marked wasted. Jen reflects on what she learned from attempts they left, then asks what you might carry, translate, learn, or leave…

Video7 views

Unlock Your Potential: Transferable Skills for a Successful Career Change

Changing careers can make years of work feel suddenly irrelevant. Start with one task you actually did: name the skill, attach a true example, and compare it with the work a new role requires. Jen walks through Carry / Translate…

Video11 views

What to Do When Your Family Doesn’t Support Your Career Change

When your family questions a career change, the room can feel different before the career evidence is different. This video gives you a four-part way to sort care, another person’s preference, social pressure, and checkable…

Video18 views

Why Don’t I Feel Ready After All This Preparation?

If you keep preparing but still do not feel ready, “confidence” may be carrying several different jobs: information, permission, protection from embarrassment, or a guarantee the outcome will work. This video helps you make…

Video34 views

Did I Make a Bad Decision—or Am I Judging It With Hindsight?

Why do smart people make bad decisions—and why can one painful outcome make you question your judgment altogether? This video gives you a Then / Now / Next review for separating what you knew when you chose from what you learned…

Video5 views

I Changed One Question and Finally Figured Out What to Do With My Life

If your job feels wrong but a weak market and AI uncertainty make every move feel risky, this video offers a way to separate those inputs without pretending any one of them has the answer. Use a four-part reality check to define…

Video31 views

How to Know If You Should Leave Your Job in 2026

If your job feels wrong but a weak market and AI uncertainty make every move feel risky, this video offers a way to separate those inputs without pretending any one of them has the answer. Use a four-part reality check to define…

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